CA2173830A1 - Process for Producing Simvastatin and Analogs Thereof - Google Patents
Process for Producing Simvastatin and Analogs ThereofInfo
- Publication number
- CA2173830A1 CA2173830A1 CA2173830A CA2173830A CA2173830A1 CA 2173830 A1 CA2173830 A1 CA 2173830A1 CA 2173830 A CA2173830 A CA 2173830A CA 2173830 A CA2173830 A CA 2173830A CA 2173830 A1 CA2173830 A1 CA 2173830A1
- Authority
- CA
- Canada
- Prior art keywords
- analogs
- producing simvastatin
- simvastatin
- producing
- alpha
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 title abstract 2
- 229960002855 simvastatin Drugs 0.000 title abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
Abstract
A process is disclosed for the preparation of simvastatin and its analogs through a novel intermediate (III), which enables a selective .alpha. carbon alkylation of the C-8 acyl side chain.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/148,517 US5393893A (en) | 1993-11-08 | 1993-11-08 | Process for producing simvastatin and analogs thereof |
US08/148,517 | 1993-11-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2173830A1 true CA2173830A1 (en) | 1995-05-18 |
CA2173830C CA2173830C (en) | 1998-04-07 |
Family
ID=22526110
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002173830A Expired - Fee Related CA2173830C (en) | 1993-11-08 | 1994-11-03 | Process for producing simvastatin and analogs thereof |
Country Status (6)
Country | Link |
---|---|
US (1) | US5393893A (en) |
AU (1) | AU8055594A (en) |
CA (1) | CA2173830C (en) |
IL (1) | IL111546A (en) |
WO (1) | WO1995013283A1 (en) |
ZA (1) | ZA948775B (en) |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5763653A (en) * | 1997-03-13 | 1998-06-09 | Ranbaxy Laboratories, Ltd. | Key intermediates in the manufacture of simvastatin |
WO1998001116A1 (en) * | 1996-07-09 | 1998-01-15 | Merck & Co., Inc. | Therapy for combined hyperlipidemia |
CA2185961A1 (en) * | 1996-09-19 | 1998-03-20 | K.S. Keshava Murthy | Process for producing simvastatin |
US5763646A (en) * | 1997-03-13 | 1998-06-09 | Ranbaxy Laboratories, Ltd. | Process for manufacturing simvastatin from lovastatin or mevinolinic acid |
CN1102588C (en) * | 1997-01-24 | 2003-03-05 | 兰贝克赛实验室有限公司 | Process for manufacturing simvastatin from lovastatin or mevinolinic acid |
DE69813538T2 (en) * | 1997-01-28 | 2004-04-01 | Plus Chemicals B.V. | METHOD FOR PRODUCING SEMI-SYNTHETIC STATINES VIANEUE INTERMEDIATE PRODUCTS |
EP0940395A1 (en) * | 1998-03-05 | 1999-09-08 | Synthon B.V. | Process for producing simvastatin and/or its derivatives |
NO991045L (en) † | 1998-03-05 | 1999-09-06 | Synthon Bv | Process for the preparation of simvastatin and / or its derivatives |
ZA9810764B (en) * | 1998-04-22 | 1999-08-13 | Ranbaxy Lab Ltd | An improved process of lactonization in the preparation of statins. |
CA2240983A1 (en) * | 1998-06-18 | 1999-12-18 | Yong Tao | Process to manufacture simvastatin and intermediates |
ATE283849T1 (en) * | 1998-12-10 | 2004-12-15 | Kaneka Corp | METHOD FOR PRODUCING A SIMVASTATIN PRECURSOR |
CO5140104A1 (en) * | 1999-02-16 | 2002-03-22 | Novartis Ag | MEVINOLINE DERIVATIVES AND PHARMACEUTICAL PREPARATION CONTAINING THEM |
US6573392B1 (en) | 1999-11-11 | 2003-06-03 | Biocon India Limited | Process for manufacturing simvastatin and the novel intermediates |
US6573385B1 (en) | 1999-11-11 | 2003-06-03 | Biocon India Limited | Process for manufacturing simvastatin and novel intermediates thereof |
EP1268462B1 (en) | 2000-03-30 | 2006-08-30 | Cheil Jedang Corporation | A process for producing simvastatin |
EP1303268A4 (en) | 2000-07-27 | 2006-08-09 | Plus Chemicals Bv | Highly purified simvastatin compositions |
US6777552B2 (en) | 2001-08-16 | 2004-08-17 | Teva Pharmaceutical Industries, Ltd. | Processes for preparing calcium salt forms of statins |
NL1017548C2 (en) | 2001-03-09 | 2002-09-10 | Synthon Bv | A lactonization process. |
KR100407758B1 (en) * | 2001-08-27 | 2003-12-01 | 씨제이 주식회사 | Process of lactonization in the preparation of statins |
SI21187A (en) * | 2002-03-26 | 2003-10-31 | Krka, Tovarna Zdravil D.D., Novo Mesto | Process for preparation of 4-oxytetrahydropyran-2-ones |
US6603022B1 (en) | 2002-05-10 | 2003-08-05 | Biocon India Limited | Process for manufacturing Simvastatin and novel intermediates thereof |
US20040254238A1 (en) * | 2003-04-07 | 2004-12-16 | Osteoscreen | Bone growth stimulation with NO/statin and other NO modulating combinations |
CN1754870A (en) * | 2004-09-30 | 2006-04-05 | 淮北市辉克药业有限公司 | Process for the preparation of simvastatin |
WO2007020079A2 (en) * | 2005-08-17 | 2007-02-22 | Synthon B.V. | Orally disintegratable simvastatin tablets |
US20070129437A1 (en) * | 2005-12-06 | 2007-06-07 | Ferenc Korodi | Process for preparing simvastatin and intermediates thereof |
SI2024341T1 (en) | 2006-05-03 | 2016-04-29 | Msn Laboratories Private Limited | Novel process for statins and its pharmaceutically acceptable salts thereof |
SI2086945T1 (en) * | 2006-10-09 | 2016-05-31 | Msn Laboratories Private Limited | Novel process for the preparation of statins and their pharmaceutically acceptable salts thereof |
ES2343049B1 (en) | 2008-10-15 | 2011-06-10 | Neuron Biopharma, S.A. | BIOSYNTHESIS OF DERIVATIVES OF MONACOLINA J. |
US8487105B2 (en) | 2009-01-19 | 2013-07-16 | Msn Laboratories Limited | Process for preparing pitavastatin, intermediates and pharmaceuctically acceptable salts thereof |
US8470805B2 (en) | 2009-04-30 | 2013-06-25 | Kaohsiung Medical University | Processes for preparing piperazinium salts of KMUP and use thereof |
HUE046680T2 (en) | 2009-09-30 | 2020-03-30 | Codexis Inc | Improved lov-d acyltransferase mediated acylation |
IN2012DN03403A (en) | 2009-10-08 | 2015-10-23 | Univ California | |
US8987444B2 (en) | 2010-01-18 | 2015-03-24 | Msn Laboratories Private Limited | Process for the preparation of amide intermediates and their use thereof |
TWI462739B (en) | 2010-11-02 | 2014-12-01 | Univ Kaohsiung Medical | Processes for preparing piperazinium salts of sildenafil-analogues and use thereof |
CN102532184B (en) * | 2010-12-21 | 2015-04-29 | 北大方正集团有限公司 | Dihydroxyl protection method of lovaamide and preparation method of simvastatin |
EP2983711A4 (en) | 2013-04-08 | 2016-11-23 | Cytodyn Inc | Felinized antibodies and methods of treating retroviral infections in felines |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4444784A (en) * | 1980-08-05 | 1984-04-24 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
US4582915A (en) * | 1983-10-11 | 1986-04-15 | Merck & Co., Inc. | Process for C-methylation of 2-methylbutyrates |
US4820850A (en) * | 1987-07-10 | 1989-04-11 | Merck & Co., Inc. | Process for α-C-alkylation of the 8-acyl group on mevinolin and analogs thereof |
-
1993
- 1993-11-08 US US08/148,517 patent/US5393893A/en not_active Expired - Fee Related
-
1994
- 1994-11-03 CA CA002173830A patent/CA2173830C/en not_active Expired - Fee Related
- 1994-11-03 AU AU80555/94A patent/AU8055594A/en not_active Abandoned
- 1994-11-03 WO PCT/CA1994/000608 patent/WO1995013283A1/en active Application Filing
- 1994-11-07 ZA ZA948775A patent/ZA948775B/en unknown
- 1994-11-07 IL IL11154694A patent/IL111546A/en active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
IL111546A (en) | 1999-12-31 |
US5393893A (en) | 1995-02-28 |
ZA948775B (en) | 1995-07-10 |
CA2173830C (en) | 1998-04-07 |
WO1995013283A1 (en) | 1995-05-18 |
AU8055594A (en) | 1995-05-29 |
IL111546A0 (en) | 1995-01-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |